Hotels with Air Conditioning in Islamorada
Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels
Save 10% or more on select hotels with Insider Prices
Book on the app to instantly earn 5% on 350,000+ hotels
Featured Islamorada Hotels with Air Conditioning

La Siesta Resort & Villas
80241 Overseas Highway, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
$223 nightly
The price is $251 total per night
$251 total
Sep 2 - Sep 3
Total includes taxes and fees
Guests of La Siesta Resort & Villas have access to a private beach, a marina, and an outdoor pool. Transportation is made easy with a free area shuttle. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this beach resort include a terrace, wedding services, and a picnic area.

Creekside Inn Islamorada
90611 Old Highway, Tavernier, FL
Free Cancellation
Reserve now, pay when you stay
$139 nightly
The price is $156 total per night
$156 total
Aug 10 - Aug 11
Total includes taxes and fees
At Creekside Inn Islamorada, guests have access to a marina, 2 outdoor pools, and free WiFi in public areas. Free parking is available if you drive. The front desk has multilingual staff that can help with concierge services and securing valuables. Additional amenities include express check-out, a vending machine, and a picnic area.

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
84001 Overseas Hwy, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
$237 nightly
The price is $266 total per night
$266 total
Aug 19 - Aug 20
Total includes taxes and fees
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort features a private beach, a marina, and 3 outdoor pools. Transportation is made easy with a free area shuttle. The 24-hour front desk has multilingual staff ready to assist with luggage storage and tours/tickets. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this beach resort include a 24-hour gym, free WiFi in public areas, and meeting rooms.
On private beach
Pool

Chesapeake Beach Resort
83409 Overseas Hwy, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
$201 nightly
The price is $226 total per night
$226 total
Aug 12 - Aug 13
Total includes taxes and fees
Chesapeake Beach Resort features a private beach, a marina, and 2 outdoor pools. The 24-hour front desk has multilingual staff ready to help with concierge services, and answer any questions about the area. Other amenities at this beach hotel include free WiFi in public areas, coffee/tea in a common area, and free use of bicycles.
On private beach
Pool

Drop Anchor
84959 Overseas Highway, 222, Islamorada, FL
$180 nightly
The price is $198 total per night
$198 total
Aug 7 - Aug 8
Total includes taxes and fees
Guests of Drop Anchor enjoy an outdoor pool, free WiFi in public areas, and a business center. If you drive, put free parking to good use. Front-desk staff can help secure valuables, and provide local restaurant recommendations. Additional amenities include coffee/tea in a common area, free use of bicycles, and a banquet hall.

Fisher Inn Resort & Marina
84951 Overseas Hwy, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
$143 nightly
The price is $161 total per night
$161 total
Aug 12 - Aug 13
Total includes taxes and fees
Guests staying at Fisher Inn Resort & Marina enjoy access to a private beach, an outdoor pool, and free WiFi in public areas. Free parking is available if you drive. Front-desk staff can assist with luggage storage and concierge services. Other amenities at this beach motel include coffee/tea in a common area, a microwave in a common area, and a refrigerator in a common area.

Amara Cay Resort
80001 Overseas Hwy, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
$246 nightly
The price is $276 total per night
$276 total
Sep 1 - Sep 2
Total includes taxes and fees
At Amara Cay Resort, guests enjoy a private beach, an outdoor pool, and a gym. The 24-hour front desk has multilingual staff ready to help with luggage storage, and answer any questions about the area. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this beach resort include a meeting room, a terrace, and laundry facilities.

Islander Resort
82100 Overseas Highway, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
$268 nightly
The price is $302 total per night
$302 total
Aug 12 - Aug 13
Total includes taxes and fees
Guests of Islander Resort have access to a private beach, 2 outdoor pools, and a gym. Free parking is available if you drive. The 24-hour front desk has multilingual staff ready to assist with dry cleaning/laundry, concierge services, and luggage storage. Other amenities at this beach hotel include free WiFi in public areas, meeting rooms, and a conference center.

Angler's Reef Resort by KeysCaribbean
84977 Overseas Highway, MM 84.9, Islamorada, FL
Guests of Angler's Reef Resort by KeysCaribbean have access to a private beach, a marina, and an outdoor pool. If you drive, put free parking to good use. Other amenities at this beach vacation home include free WiFi in public areas, express check-out, and laundry facilities.
Pool
Kitchen

Breezy Palms Resort
80015 Overseas Highway, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
$136 nightly
The price is $151 total per night
$151 total
Sep 2 - Sep 3
Total includes taxes and fees
Guests staying at Breezy Palms Resort enjoy access to a marina, an outdoor pool, and free WiFi in public areas. Self parking is available for USD 30.00 per day. Helpful staff can provide tour or ticket assistance, luggage storage, and a safe deposit box at the front desk. Other amenities at this beach aparthotel include a terrace, laundry facilities, and a picnic area.
Pool
Kitchen

Casa Morada
136 Madeira Road, Islamorada, FL
$299 nightly
The price is $337 total per night
$337 total
Aug 7 - Aug 8
Total includes taxes and fees
Guests of Casa Morada enjoy features like an outdoor pool, free WiFi in public areas, and free use of bicycles. There's free parking if you drive. Front-desk staff can assist with dry cleaning/laundry, concierge services, and securing valuables. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this adults-only hotel include free newspapers, a terrace, and laundry facilities.

Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
$259 nightly
The price is $291 total per night
$291 total
Aug 14 - Aug 15
Total includes taxes and fees
Cheeca Lodge & Spa features a private beach, a golf course, and a full-service spa. Free valet and self parking are available, and there's also limo/town car service. The front desk has multilingual staff on hand 24/7 to help with securing valuables, concierge services, and dry cleaning/laundry. Other amenities at this beach resort include 3 outdoor pools, a 24-hour gym, and a sauna.

Coconut Cove Resort and Marina
84801 Overseas Highway, Islamorada, FL
$159 nightly
The price is $179 total per night
$179 total
Sep 2 - Sep 3
Total includes taxes and fees
Guests of Coconut Cove Resort and Marina enjoy a marina, an outdoor pool, and a children's pool. If you plan to drive, free parking is available. Front-desk staff can help with luggage storage, and provide local restaurant recommendations. Other amenities at this beach hotel include a gym, free WiFi in public areas, and a business center.

Conch On Inn Motel
103 Caloosa Street, Tavernier, FL
Conch On Inn Motel features free WiFi in public areas and barbecue grills. Free parking is included with your stay. Front-desk staff can help with concierge services, and provide local restaurant recommendations. This smoke-free motel also has a garden.

Hadley Resort and Marina
82749 Overseas Hwy, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
$153 nightly
The price is $172 total per night
$172 total
Aug 17 - Aug 18
Total includes taxes and fees
Guests of Hadley Resort and Marina have access to a private beach, a marina, and an outdoor pool. If you drive, put free parking to good use. The front desk has multilingual staff that can help with concierge services and luggage storage. Other amenities at this beach hotel include free WiFi in public areas, free use of bicycles, and express check-out.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Islamorada hotels essential information
Accommodation | 2,162 hotels |
---|---|
Lowest Price | $151 |
Highest Price | $337 |
Popular hotels | La Siesta Resort & Villas, Creekside Inn Islamorada, Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort, Chesapeake Beach Resort, Drop Anchor, Fisher Inn Resort & Marina, Amara Cay Resort, Islander Resort, Angler's Reef Resort by KeysCaribbean, Breezy Palms Resort, Casa Morada, Cheeca Lodge & Spa, Coconut Cove Resort and Marina, Conch On Inn Motel, Hadley Resort and Marina |
Recent Hotels with Air Conditioning Reviews

Chesapeake Beach Resort
5/5 Excellent
"Great resort with lots to do on-site, pool/kayak/paddle boards/chess/checkers. Morning omelette was delicious & breakfast with the iguanas was fun! Great spot if you’re traveling through or on a fishing trip."
A verified traveler stayed at Chesapeake Beach Resort
Posted 1 day ago
Areas Of Islamorada
Hotels Near
Hotel Themes
Flights To
Book on Expedia
Top Trending
Hotels
- Daytona Beach Hotel Deals
- Naples Hotel Deals
- St. Augustine Beach Resorts & Hotels
- Daytona Beach Cheap Hotels
- Destin Beach Resorts & Hotels
- Sarasota Beach Resorts & Hotels
- Cocoa Beach Hotel Deals
- Fort Myers Hotel Deals
- Sarasota Hotel Deals
- Pensacola Cheap Hotels
- Fort Walton Beach Hotel Deals
- Key West Hotel Deals
- Fort Myers Beach Hotel Deals
- St. Augustine Hotel Deals
- Panama City Beach Hotel Deals
- Pensacola Beach Resorts & Hotels
- Key West Cheap Hotels
- Key West All Inclusive Resorts & Hotels
- Naples Oceanfront Hotels
Flights